Abstract

AbstractPTC reaction of coumarin derivative 1 with alkyl halides afforded C4 oxygen alkylation products 2a‐d in appreciative yield, whereas with phenyl isothiocyanate gives the C3 addition product 4; also, one‐pot three‐component PTC reaction was investigated. Treatment of coumarin 1 with aromatic aldehydes in different molar ratios gives 3‐arylidene derivatives 7a,b and the dicoumarol derivatives 8a,b. Pyrano chromene 9 and pyrano pyridine 10 were obtained by reaction of arylidene 7a with ethyl acetoacetate through Michael cycloaddition reaction. The stability of pyrone ring in 3‐arylidene 7 and dicoumarol 8 towards different nucleophilic reagents under reflux and/or fusion conditions has been studied by the action of hydrazine hydrate, ammonium acetate, methyl amine, and p‐toluidine afforded compounds 11 and 13a‐c. The antimicrobial activity of some synthesized compounds has been investigated.

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